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有机硫化合物

有机硫化合物是指含有硫原子的有机化合物。这些化合物在自然界中广泛存在,在医药、农药和材料科学等领域有着重要的应用。有机硫化合物因其化学性质独特,在药物设计、合成化学以及材料制备方面扮演着重要角色。

1. 结构与分类

有机硫化合物可以按硫的连接方式分为饱和和不饱和类,如二硫化物、噻吩衍生物、砜等。常见的结构类型有:

  • 二硫化物:含-S-S-键的化合物。
  • 硫醚(Thiols):含有-R-S-H或-R-S-R 基团的化合物。
  • 磺酸酯(Sulfonates)与磺酸盐(Sulfonates):带有-SO3H基团的化合物,广泛应用于合成和制药领域。
  • 噻吩及其衍生物:具有环状结构的有机硫化物。
2. 生物学活性

许多有机硫化合物在生物学上有重要功能或应用潜力。例如:

  • 某些硫醚类药物被用于抗真菌、抗菌以及抗癌治疗。
  • 硫代葡萄糖苷(Glycosinolate)是十字花科植物中的一种天然存在物质,具有生物活性。
3. 合成方法

有机硫化合物可通过多种途径合成:

  • 亲核取代反应:使用含硫试剂与卤化物进行反应。
  • 自由基加成法:采用氧化剂引发自由基形成,通过烯烃与H2S、R-S-H等反应制备。
  • 金属催化转化:利用钯、铜等催化剂促进特定硫化过程。
4. 应用领域

有机硫化合物的应用广泛:

  • 医药领域:用于开发抗菌剂、抗病毒药物及抗癌药物等。
  • 农学研究:某些有机硫化合物作为生物农药的有效成分,能够抑制病害的发生。
  • 材料科学与技术:在导电聚合物和塑料添加剂中有重要应用。
5. 环境与安全性

尽管有机硫化合物具有许多潜在益处,但其生产和使用也可能对环境造成影响。因此,在设计和合成这些化合物时需要考虑可持续性和环保性因素。

以上是对有机硫化合物的简单介绍,包括它们的结构、生物学活性、合成方法及其应用领域等基本信息。

中文名称 英文名称 CAS号 化学式 结构式图片
—— [(1R)-1-[4-benzyl-5-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium —— C21H32N5O2S+
[(1R)-1-[4-benzyl-5-[2-oxo-2-[[(2R)-oxolan-2-yl]methylamino]ethyl]sulfanyl-1,2,4-triazol-3-yl]propyl]-dimethylazanium
—— (5S)-2-(1-adamantyl)-5-(3-fluorophenyl)-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one —— C21H22FN3OS
(5S)-2-(1-adamantyl)-5-(3-fluorophenyl)-5,6-dihydro-[1,2,4]triazolo[5,1-b][1,3]thiazin-7-one
—— Ethyl 3-oxo-4-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]butanoate —— C14H14N2O3S2
Ethyl 3-oxo-4-[(3-phenyl-1,2,4-thiadiazol-5-yl)sulfanyl]butanoate
—— 1-Morpholino-2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)ethanone —— C15H17N3O2S2
1-Morpholino-2-((3-(p-tolyl)-1,2,4-thiadiazol-5-yl)thio)ethanone
—— 2-[2-[[5-[(1S)-1-(dimethylamino)propyl]-4-(2-morpholin-4-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethylamino]ethanol —— C17H34N6O2S
2-[2-[[5-[(1S)-1-(dimethylamino)propyl]-4-(2-morpholin-4-ylethyl)-1,2,4-triazol-3-yl]sulfanyl]ethylamino]ethanol
—— 5-Bromo-3-methyl-6-{[(5-phenyl-1,3,4-oxadiazol-2-yl)thio]methyl}imidazo[2,1-b][1,3]thiazole —— C15H11BrN4OS2
5-Bromo-3-methyl-6-{[(5-phenyl-1,3,4-oxadiazol-2-yl)thio]methyl}imidazo[2,1-b][1,3]thiazole
—— Dimethyl-[(2-phenylsulfanylphenyl)methyl]azanium —— C15H18NS+
Dimethyl-[(2-phenylsulfanylphenyl)methyl]azanium
—— propan-2-yl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate —— C19H22N2O3S2
propan-2-yl (6S)-8-methyl-6-(4-methylsulfanylphenyl)-4-oxo-3,6-dihydro-2H-pyrimido[2,1-b][1,3]thiazine-7-carboxylate
—— 1,3-Dimethyl-5-propylsulfanyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione —— C15H16N4O2S2
1,3-Dimethyl-5-propylsulfanyl-7-thiophen-2-ylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 7-(4-Fluorophenyl)-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C17H17FN4O2S
7-(4-Fluorophenyl)-1,3-dimethyl-5-propan-2-ylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-((4-fluorobenzyl)thio)-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C19H15FN4O3S
5-((4-fluorobenzyl)thio)-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 7-Cyclopropyl-1,3-dimethyl-5-prop-2-enylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione —— C14H16N4O2S
7-Cyclopropyl-1,3-dimethyl-5-prop-2-enylsulfanylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-[(3-Fluorophenyl)methylsulfanyl]-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C19H15FN4O3S
5-[(3-Fluorophenyl)methylsulfanyl]-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-(ethylthio)-7-(4-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C16H15FN4O2S
5-(ethylthio)-7-(4-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-(allylthio)-7-isopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C14H18N4O2S
5-(allylthio)-7-isopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 3-[[2-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]phenyl]methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine —— C14H12F6N8S2
3-[[2-[[4-Amino-5-(trifluoromethyl)-1,2,4-triazol-3-yl]sulfanylmethyl]phenyl]methylsulfanyl]-5-(trifluoromethyl)-1,2,4-triazol-4-amine
—— 5-[(2S)-butan-2-yl]sulfanyl-7-(4-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C18H19FN4O2S
5-[(2S)-butan-2-yl]sulfanyl-7-(4-fluorophenyl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— N-benzyl-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide —— C19H21N5O3S
N-benzyl-2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetamide
—— 5-((2-fluorobenzyl)thio)-7-isopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C18H19FN4O2S
5-((2-fluorobenzyl)thio)-7-isopropyl-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-((2-fluorobenzyl)thio)-1,3-dimethyl-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C20H23FN4O2S
5-((2-fluorobenzyl)thio)-1,3-dimethyl-7-neopentylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 5-(benzylthio)-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C16H16N4O2S
5-(benzylthio)-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— Methyl 2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate —— C13H16N4O4S
Methyl 2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate
—— 5-[(2S)-butan-2-yl]sulfanyl-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C13H18N4O2S
5-[(2S)-butan-2-yl]sulfanyl-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 5-((3-chlorobenzyl)thio)-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C19H15ClN4O3S
5-((3-chlorobenzyl)thio)-7-(furan-2-yl)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— 2-(7-Cyclopropyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetic acid —— C13H14N4O4S
2-(7-Cyclopropyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetic acid
—— 7-ethyl-5-((4-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione —— C17H17FN4O2S
7-ethyl-5-((4-fluorobenzyl)thio)-1,3-dimethylpyrimido[4,5-d]pyrimidine-2,4(1H,3H)-dione
—— Ethyl 2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate —— C14H18N4O4S
Ethyl 2-(7-ethyl-1,3-dimethyl-2,4-dioxopyrimido[4,5-d]pyrimidin-5-yl)sulfanylacetate
—— 2-[(5-Methyl-2-piperidin-1-ium-1-ylidene-1,3-dithiol-4-yl)sulfanyl]acetate —— C11H15NO2S3
2-[(5-Methyl-2-piperidin-1-ium-1-ylidene-1,3-dithiol-4-yl)sulfanyl]acetate
—— (3S)-3-[[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]methyl]-1-methylpiperidin-1-ium —— C20H24NOS+
(3S)-3-[[(6R)-6H-benzo[c][1,5]benzoxathiepin-6-yl]methyl]-1-methylpiperidin-1-ium
—— (6R)-3-(1-adamantyl)-6-methyl-5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazole —— C15H21N3S
(6R)-3-(1-adamantyl)-6-methyl-5,6-dihydro-[1,3]thiazolo[2,3-c][1,2,4]triazole
—— 2-[4-[4-[2-[4-[(2S)-butan-2-yl]anilino]-2-oxoethyl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-[4-[(2S)-butan-2-yl]phenyl]acetamide —— C36H40N2O2S3
2-[4-[4-[2-[4-[(2S)-butan-2-yl]anilino]-2-oxoethyl]sulfanylphenyl]sulfanylphenyl]sulfanyl-N-[4-[(2S)-butan-2-yl]phenyl]acetamide
—— (2S)-2-pyrazin-2-ylsulfanylpropanoate —— C7H7N2O2S-
(2S)-2-pyrazin-2-ylsulfanylpropanoate
—— (3R)-8-amino-3-hydroxy-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one —— C7H9N3O2S
(3R)-8-amino-3-hydroxy-3,4-dihydro-2H-pyrimido[2,1-b][1,3]thiazin-6-one
—— 2,4-dimethyl-N-[[4-[[(2S)-oxolan-2-yl]methyl]-5-(2-piperidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]methyl]aniline —— C23H36N5OS+
2,4-dimethyl-N-[[4-[[(2S)-oxolan-2-yl]methyl]-5-(2-piperidin-1-ium-1-ylethylsulfanyl)-1,2,4-triazol-3-yl]methyl]aniline
—— methyl (4R)-2-methyl-4-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate —— C18H21NO3S2
methyl (4R)-2-methyl-4-(5-methyl-2-methylsulfanylthiophen-3-yl)-5-oxo-4a,6,7,8-tetrahydro-4H-quinoline-3-carboxylate
—— 1-Morpholin-4-yl-3-pentylsulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile —— C19H28N3OS+
1-Morpholin-4-yl-3-pentylsulfanyl-5,6,7,8-tetrahydroisoquinolin-2-ium-4-carbonitrile
—— [(1S)-3-hydroxy-1-(4-methylsulfanylphenyl)propyl]azanium —— C10H16NOS+
[(1S)-3-hydroxy-1-(4-methylsulfanylphenyl)propyl]azanium
—— (2S)-2-[3-(pyridin-2-ylamino)pyridin-2-yl]sulfanylbutanoate —— C14H14N3O2S-
(2S)-2-[3-(pyridin-2-ylamino)pyridin-2-yl]sulfanylbutanoate
—— [1-Amino-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethylidene]-[(2-cyanoacetyl)amino]azanium —— C11H10ClF3N5OS+
[1-Amino-2-[3-chloro-5-(trifluoromethyl)pyridin-2-yl]sulfanylethylidene]-[(2-cyanoacetyl)amino]azanium
—— 5-(2-hydroxy-4-oxopent-2-en-3-yl)sulfanyl-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione —— C14H16N4O4S
5-(2-hydroxy-4-oxopent-2-en-3-yl)sulfanyl-1,3,7-trimethylpyrimido[4,5-d]pyrimidine-2,4-dione
—— 2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]ethanesulfonate —— C7H9N2O4S2-
2-[(4-methyl-6-oxo-1H-pyrimidin-2-yl)sulfanyl]ethanesulfonate
—— (3R)-3-hydroxy-3,6-dimethyl-2H-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one —— C7H9N3O2S
(3R)-3-hydroxy-3,6-dimethyl-2H-[1,3]thiazolo[3,2-b][1,2,4]triazin-7-one
—— 3-chloro-2-[(1R)-1-(1H-pyrazol-5-yl)ethyl]sulfanyl-5-(trifluoromethyl)pyridine —— C11H9ClF3N3S
3-chloro-2-[(1R)-1-(1H-pyrazol-5-yl)ethyl]sulfanyl-5-(trifluoromethyl)pyridine
—— 2-(cyanomethylsulfanyl)-4-[(1S)-cyclohex-3-en-1-yl]-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile —— C17H17N3S
2-(cyanomethylsulfanyl)-4-[(1S)-cyclohex-3-en-1-yl]-6,7-dihydro-5H-cyclopenta[b]pyridine-3-carbonitrile
—— 2-[(4-Ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate —— C10H10N3O2S2-
2-[(4-Ethyl-5-thiophen-2-yl-1,2,4-triazol-3-yl)sulfanyl]acetate
—— (3R)-3-isothiocyanatooctane —— C9H17NS
(3R)-3-isothiocyanatooctane
—— (2S)-2-(2-methylsulfanylphenyl)azepan-1-ium —— C13H20NS+
(2S)-2-(2-methylsulfanylphenyl)azepan-1-ium
—— [(3R)-3-cyano-5-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-4-oxopent-1-en-2-yl]azanium —— C17H24N5OS+
[(3R)-3-cyano-5-[(5-cyclohexyl-4-prop-2-enyl-1,2,4-triazol-3-yl)sulfanyl]-4-oxopent-1-en-2-yl]azanium
—— 2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-5-pyrrolidin-1-ylsulfonylpyridine —— C20H23N5O3S3
2-[[4-[[(2R)-oxolan-2-yl]methyl]-5-thiophen-2-yl-1,2,4-triazol-3-yl]sulfanyl]-5-pyrrolidin-1-ylsulfonylpyridine
—— [(3R)-5-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium —— C14H12BrN4O2S+
[(3R)-5-[[5-(2-bromophenyl)-1,3,4-oxadiazol-2-yl]sulfanyl]-3-cyano-4-oxopent-1-en-2-yl]azanium